(20S)-(20-Methyl-3β-<(tetrahydropyran-2-yl)oxy>-5-pregnen-21-ol)-p-toluolsulfonat

Base Information

• Chemical Name: (20S)-(20-Methyl-3β-<(tetrahydropyran-2-yl)oxy>-5-pregnen-21-ol)-p-toluolsulfonat
• CAS No.: 58507-66-7
• Molecular Formula: C₃₄H₅₀O₅S
• Molecular Weight: 570.834
• Mol file: 58507-66-7.mol

Synonyms:(20S)-(20-Methyl-3β-<(tetrahydropyran-2-yl)oxy>-5-pregnen-21-ol)-p-toluolsulfonat

Chemical Property of (20S)-(20-Methyl-3β-<(tetrahydropyran-2-yl)oxy>-5-pregnen-21-ol)-p-toluolsulfonat

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (20S)-(20-Methyl-3β-<(tetrahydropyran-2-yl)oxy>-5-pregnen-21-ol)-p-toluolsulfonat

There total 5 articles about (20S)-(20-Methyl-3β-<(tetrahydropyran-2-yl)oxy>-5-pregnen-21-ol)-p-toluolsulfonat which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 81.4%

3,4-dihydro-2H-pyran (110-87-2) + (20S)-(20-Methyl-5-pregnen-3β,21-diol)-21-p-toluolsulfonat (83872-45-1) → (20S)-(20-Methyl-3β-<(tetrahydropyran-2-yl)oxy>-5-pregnen-21-ol)-p-toluolsulfonat (58507-66-7)

Guidance literature:

With toluene-4-sulfonic acid; In benzene; for 2h; Ambient temperature;

DOI:10.1002/hlca.19820650524

Reference yield:

3,4-dihydro-2H-pyran (110-87-2) → (20S)-(20-Methyl-3β-<(tetrahydropyran-2-yl)oxy>-5-pregnen-21-ol)-p-toluolsulfonat (58507-66-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) p-Toluenesulfonic Acid, 1.) LiAlH₄ / 1.) THF, 2 h, 2.) THF, reflux, 4 h

2: pyridine / 18 h / 22 °C

With lithium aluminium tetrahydride; toluene-4-sulfonic acid; In pyridine;

DOI:10.1021/jo00332a028

Reference yield:

3β-Hydroxy-23,24-bisnorchol-5-en-22-oic Acid (19408-50-5) → (20S)-(20-Methyl-3β-<(tetrahydropyran-2-yl)oxy>-5-pregnen-21-ol)-p-toluolsulfonat (58507-66-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) p-Toluenesulfonic Acid, 1.) LiAlH₄ / 1.) THF, 2 h, 2.) THF, reflux, 4 h

2: pyridine / 18 h / 22 °C

With lithium aluminium tetrahydride; toluene-4-sulfonic acid; In pyridine;

DOI:10.1021/jo00332a028

upstream raw materials:

3,4-dihydro-2H-pyran

(20S)-(20-Methyl-5-pregnen-3β,21-diol)-21-p-toluolsulfonat

23,24-Bisnorchol-5-ene-3β,22-diol 3β-Tetrahydropyranyl Ether

p-toluenesulfonyl chloride

Downstream raw materials:

3β-(Tetrahydropyranyloxy)-23-(tosyloxy)-24-norchol-5-ene

(25R)-cholest-5-ene-3β,26-diol

<22R,23S>-22,23-methanato-ergosta-5,24(28)-dien-3β-ol

(3S,8S,9S,10R,13R,14S,17R)-10,13-Dimethyl-17-{(R)-1-[(1S,2R)-2-(2-methyl-1-methylene-propyl)-cyclopropyl]-ethyl}-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol